Abstract
For the purpose of increasing the efficiency of cumene hydroperoxide (CHP) production, two approaches, (A) increasing CHP generation rate by the acceleration of rate-determining step vis-à-vis CHP formation using O 2 activators, and (B) increasing CHP selectivity by the mitigation of side reactions, were carried out. As for O 2 activators, we found that a new Cu(II) complex having a pyridine–imine chelate ligand (TRIP) increased CHP formation rate with no practical decrease in CHP selectivity. Thus, TRIP displayed higher CHP formation rate and selectivity than those for conventional auto-oxidation at 90°C. Regarding the mitigation of side reactions, we focused on the reaction of CHP with a cumyl radical, resulting in a by-product formation. For suppressing this reaction, 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) was investigated as a radical stabilizer. As a result, TEMPO provided higher CHP selectivity compared to that of auto-oxidation at the same CHP formation rate. Therefore, two methods for increasing the efficiency of CHP production have been demonstrated.
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